EP0194718B1 - Lubricating-oil compositions - Google Patents
Lubricating-oil compositions Download PDFInfo
- Publication number
- EP0194718B1 EP0194718B1 EP86200341A EP86200341A EP0194718B1 EP 0194718 B1 EP0194718 B1 EP 0194718B1 EP 86200341 A EP86200341 A EP 86200341A EP 86200341 A EP86200341 A EP 86200341A EP 0194718 B1 EP0194718 B1 EP 0194718B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- lubricating
- salts
- oil compositions
- polyesters
- derived
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M165/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a compound of unknown or incompletely defined constitution, each of these compounds being essential
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/26—Carboxylic acids; Salts thereof
- C10M129/56—Acids of unknown or incompletely defined constitution
- C10M129/58—Naphthenic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/22—Polyesters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
- C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M161/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/16—Naphthenic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/26—Overbased carboxylic acid salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/102—Polyesters
Definitions
- the invention relates to lubricating-oil compositions which contain one or more lubricating oils, one or more basic salts and one or more polyesters or salts thereof.
- GB-A-1,057,233 discloses certain polyester additives and their use in hydrocarbon oil compositions.
- the additives are blocked polyesters derived from dimers of oleic acid and a diol of general formula wherein R is similar of dissimilar and is hydrogen or a C l -C 20 group and m is 0 or 1.
- R is similar of dissimilar and is hydrogen or a C l -C 20 group and m is 0 or 1.
- the acid groups of the polyesters are reacted with a non-metal containing organic compound capable of reaction with the acidic group of the polyester.
- the additives are thus represented by the general formula wherein X is the residue of the diol, Y is the residue of the dimer of oleic acid, R' is an organic group, preferably a residue of a C l -C 6 aliphatic group such as methanol, i.e. an alkoxy group, or the residue of a primary or secondary amine, i.e. a substituted amino group, and n is an integer suitably of from 1 to 25.
- the present patent application therefore relates to lubricating-oil compositions comprising:
- the lubricating oils present in the compositions of the invention are preferably hydrocarbon lubricating oils, which may be mineral or synthetic.
- the compositions may also contain mixtures of hydrocarbon lubricating oils.
- An example of such a mixture is a mixture of mineral lubricating oils, for instance a mixture of a distillate lubricating oil and a residual lubricating oil.
- Another example of such a mixture is a mixture of a mineral lubricating oil and a synthetic hydrocarbon lubricating oil.
- suitable synthetic hydrocarbon lubricating oils may be mentioned polyolefins, such as polyisobutylenes.
- the lubricating-oil component of the compositions according to the invention is a mineral lubricating oil or a mixture of mineral lubricating oils.
- the viscosity of the lubricating oils present in the lubricating oil compositions may vary within wide ranges.
- the basic salts of polyvalent metals and naphthenic acids occurring in the composition according to the invention preferably are salts of metals from Group II of the Periodic Table of Elements whose atomic number is at least 12 and at most 56. More specific preference is given to salts of the metals barium, calcium and magnesium, special preference being given to calcium salts.
- the naphthenic acids from which the basic salts are derived salts derived from naphthenic acids of an average molecular weight between 150 and 750 and salts having a basicity between 100 and 1000 and in particular between 250 and 1000 are preferred.
- the basicity of the basic salts is calculated with the aid of the formula following, wherein M represents the number of equivalents of metal and E the numbers of equivalents of carboxylic acid per unit of weight of basic salt.
- polyesters occurring in the lubricating-oil compositions according to the invention are derived either from certain hydroxycarboxylic acids, or from a mixture of one or more of such hydroxycarboxylic acids and one or more carboxylic acids containing no hydroxyl groups. Salts of the polyesters are also very suitable for the present purpose. It is preferred to use polyesters which have been derived from hydroxycarboxylic acids in which the radical X contains 10 to 20 carbon atoms. Further, preference is given to hydroxycarboxylic acids wherein 8 to 14 carbon atoms are situated between the hydroxyl group and the carboxyl group.
- the hydroxyl group occurring in the hydroxycarboxylic acid is preferably a secondary hydroxyl group.
- polyesters examples include 9-hydroxystearic acid, 10-hydroxystearic acid, 12-hydroxystearic acid and ricinolic acid. If the polyesters are derived from a mixture of one or more hydroxycarboxylic acids and one or more carboxylic acids containing no hydroxyl groups, it is preferred that for the latter category of carboxylic acids use be made of saturated or unsaturated carboxylic acids with 8 to 20 carbon atoms, such as lauric acid, palmitic acid, stearic acid and oleic acid.
- the polyesters which are used in the lubricating-oil compositions according to the invention can be prepared in a simple manner by heating one or more of the hydroxycarboxylic acids, optionally together with one or more carboxylic acids containing no hydroxyl groups, optionally in the presence of a solvent and/or an esterification catalyst, preferably at a temperature between 100 and 200°C.
- suitable mixtures of carboxylic acids which may be used as starting material in the preparation of the polyesters are mixtures of 9-hydroxystearic acid and 10-hydroxystearic acid, mixtures of 12-hydroxystearic acid and stearic acid, mixtures of 12-hydroxystearic acid with palmitic acid and stearic acid, and mixtures of ricinolic acid and oleic acid.
- polyesters which are derived from 12-hydroxystearic acid or from a mixture of carboxylic acids substantially consisting of 12-hydroxycarboxylic acids.
- the lubricating-oil compositions can also include salts of the polyesters.
- These salts may be metal salts, such as alkali metal salts or alkaline earth metal salts, as also salts of the polyesters with bases such as ammonia and amines. If the lubricating oil compositions include a salt of a polyester, this salt preferably is an alkaline earth metal salt and in particular a calcium salt.
- the quantities in which the basic salts and the polyesters occur in the lubricating-oil compositions according to the invention may vary within very wide ranges.
- the present invention also relates to additive concentrates in lubricating oil. It is known that for storage and transport of lubricating-oil additives the usual procedure is to use additive concentrates in lubricating oil which can be diluted with lubricating oil to prepare motor oils.
- the polyesters which are present in the lubricating-oil compositions according to the invention even when used in low concentrations, calculated on the basic salts, lead to a marked improvement in stability, and their stability-improving effect extends over a very wide range of concentrations. It has further been found that, in addition to their stabilizing effect, the present polyesters also have a cleansing effect which renders them capable of suppressing fouling of the engine. On account of their having the latter property, it may be desirable to take up in the lubricating-oil compositions a considerably higher quantity of polyester than would be used exclusively for reasons of stability improvement. In general, the lubricating-oil compositions according to the invention will contain not less than 0.01 %w and not more than 45 %w of the polyesters, in particular from 0.05 to 5 %w.
- the lubricating-oil compositions may also contain other additives such as antioxidants, corrosion-inhibiting additives, antirust additives, antifoam additives, antiwear additives, high-pressure additives and viscosity-improving and/or viscosity-index-improving additives.
- additives such as antioxidants, corrosion-inhibiting additives, antirust additives, antifoam additives, antiwear additives, high-pressure additives and viscosity-improving and/or viscosity-index-improving additives.
- the present lubricating-oil compositions can be prepared in a simple manner by combining one or more hydrocarbon lubricating oils, one or more of the basic salts, one or more of the polyesters or salts thereof, and optionally one or more other additives. If the lubricating-oil compositions according to the invention are available in the form of concentrates, these can be used to prepare lubricating-oil compositions which are suitable for use as motor oil by diluting them with one or more hydrocarbon lubricating oils and optionally adding one or more other additives.
- the hydrocarbon lubricating oil was a mixture of a mineral lubricating oil with a viscosity of 160 seconds Redwood I at 60°C and a mineral lubricating oil with a viscosity of 650 seconds Redwood I at 60°C in a 3.25:1 volume ratio.
- the following basic salts and polyesters were used.
- compositions were prepared by dissolving in the lubricating-oil mixture while being stirred at 60°C so much of each one of salts 1-3 as to yield compositions having a TBN value of 70 mg KOH/g, as determined by ASTM D2896/IP 276.
- compositions 5-18, 20-22 and 24-26 are compositions according to the invention.
- Compositions 1-4, 19 and 23 fall outside the scope of the invention. They have been included in the patent application for comparison.
Description
- The invention relates to lubricating-oil compositions which contain one or more lubricating oils, one or more basic salts and one or more polyesters or salts thereof.
- During the combustion of fuels in combustion engines acidic combustion products may find their way into the motor oil and thus give rise to corrosion of the engine. In order to neutralize the acidic combustion products, basic salts of polyvalent metals and naphthenic acids can be dissolved in motor oil. The stability of solutions of said basic salts in hydrocarbon lubricating oils has been found to be unsatisfactory, and the stability of these solutions has been found to become even poorer according as they contain larger quantities of the basic salts and according as the salts have a higher basicity.
- GB-A-1,057,233 discloses certain polyester additives and their use in hydrocarbon oil compositions. The additives are blocked polyesters derived from dimers of oleic acid and a diol of general formula
- It has now been found that the stability of said solutions can be considerably improved by the addition of certain polyesters or salts thereof.
- The present patent application therefore relates to lubricating-oil compositions comprising:
- a) one or more lubricating oils,
- b) one or more basic salts of polyvalent metals and naphthenic acids and,
- c) one or more polyesters or salts thereof which are either derived from one or more hydroxycarboxylic acids of the general formula HO-X-COOH, wherein X represents a bivalent saturated or unsaturated aliphatic radical which contains at least 8 carbon atoms and in which at least 4 carbon atoms are situated between the hydroxyl group and the carboxyl group, or derived from a mixture of one or more of such hydroxycarboxylic acids and one or more carboxylic acids containing no hydroxyl groups.
- The lubricating oils present in the compositions of the invention are preferably hydrocarbon lubricating oils, which may be mineral or synthetic. The compositions may also contain mixtures of hydrocarbon lubricating oils. An example of such a mixture is a mixture of mineral lubricating oils, for instance a mixture of a distillate lubricating oil and a residual lubricating oil. Another example of such a mixture is a mixture of a mineral lubricating oil and a synthetic hydrocarbon lubricating oil. As examples of suitable synthetic hydrocarbon lubricating oils may be mentioned polyolefins, such as polyisobutylenes. Preferably the lubricating-oil component of the compositions according to the invention is a mineral lubricating oil or a mixture of mineral lubricating oils. The viscosity of the lubricating oils present in the lubricating oil compositions may vary within wide ranges.
- The basic salts of polyvalent metals and naphthenic acids occurring in the composition according to the invention preferably are salts of metals from Group II of the Periodic Table of Elements whose atomic number is at least 12 and at most 56. More specific preference is given to salts of the metals barium, calcium and magnesium, special preference being given to calcium salts. As regards the naphthenic acids from which the basic salts are derived, salts derived from naphthenic acids of an average molecular weight between 150 and 750 and salts having a basicity between 100 and 1000 and in particular between 250 and 1000 are preferred. The basicity of the basic salts is calculated with the aid of the formula following,
- The polyesters occurring in the lubricating-oil compositions according to the invention are derived either from certain hydroxycarboxylic acids, or from a mixture of one or more of such hydroxycarboxylic acids and one or more carboxylic acids containing no hydroxyl groups. Salts of the polyesters are also very suitable for the present purpose. It is preferred to use polyesters which have been derived from hydroxycarboxylic acids in which the radical X contains 10 to 20 carbon atoms. Further, preference is given to hydroxycarboxylic acids wherein 8 to 14 carbon atoms are situated between the hydroxyl group and the carboxyl group. The hydroxyl group occurring in the hydroxycarboxylic acid is preferably a secondary hydroxyl group. Examples of suitable hydroxycarboxylic acids from the polyesters can be derived are 9-hydroxystearic acid, 10-hydroxystearic acid, 12-hydroxystearic acid and ricinolic acid. If the polyesters are derived from a mixture of one or more hydroxycarboxylic acids and one or more carboxylic acids containing no hydroxyl groups, it is preferred that for the latter category of carboxylic acids use be made of saturated or unsaturated carboxylic acids with 8 to 20 carbon atoms, such as lauric acid, palmitic acid, stearic acid and oleic acid. The polyesters which are used in the lubricating-oil compositions according to the invention can be prepared in a simple manner by heating one or more of the hydroxycarboxylic acids, optionally together with one or more carboxylic acids containing no hydroxyl groups, optionally in the presence of a solvent and/or an esterification catalyst, preferably at a temperature between 100 and 200°C. Examples of suitable mixtures of carboxylic acids which may be used as starting material in the preparation of the polyesters are mixtures of 9-hydroxystearic acid and 10-hydroxystearic acid, mixtures of 12-hydroxystearic acid and stearic acid, mixtures of 12-hydroxystearic acid with palmitic acid and stearic acid, and mixtures of ricinolic acid and oleic acid. In the lubricating-oil compositions preference is given to the use of polyesters which are derived from 12-hydroxystearic acid or from a mixture of carboxylic acids substantially consisting of 12-hydroxycarboxylic acids. As for the preferred average molecular weight of the polyesters present in the lubricating-oil compositions, preference is given to polyesters having an average molecular weight of 500-4000 and in particular of 1000-2500.
- Instead of or in addition to the polyesters the lubricating-oil compositions can also include salts of the polyesters. These salts may be metal salts, such as alkali metal salts or alkaline earth metal salts, as also salts of the polyesters with bases such as ammonia and amines. If the lubricating oil compositions include a salt of a polyester, this salt preferably is an alkaline earth metal salt and in particular a calcium salt.
- The quantities in which the basic salts and the polyesters occur in the lubricating-oil compositions according to the invention may vary within very wide ranges. One of the reasons is that, in addition to comprising lubricating-oil compositions in which the additives are present in concentrations that are usual in ready motor oils, the present invention also relates to additive concentrates in lubricating oil. It is known that for storage and transport of lubricating-oil additives the usual procedure is to use additive concentrates in lubricating oil which can be diluted with lubricating oil to prepare motor oils. Since the stability of solutions of the basic salts in hydrocarbon lubricating oils becomes lower according as these solutions contain higher quantities of the basic salts, as stated hereinbefore, and since concentrates in lubricating oil may contain up to about 90 %w of the basic salts, the present invention is of particular importance for the stabilization of these concentrates. As for lubricating-oil compositions in which the basic salts are present in such concentrations as are usual in ready motor oils, both lubricating-oil compositions containing as little as about 0.5 %w basic salt and lubricating-oil compositions containing up to about 35 %w basic salt, are eligible for use as motor oil.
- The polyesters which are present in the lubricating-oil compositions according to the invention, even when used in low concentrations, calculated on the basic salts, lead to a marked improvement in stability, and their stability-improving effect extends over a very wide range of concentrations. It has further been found that, in addition to their stabilizing effect, the present polyesters also have a cleansing effect which renders them capable of suppressing fouling of the engine. On account of their having the latter property, it may be desirable to take up in the lubricating-oil compositions a considerably higher quantity of polyester than would be used exclusively for reasons of stability improvement. In general, the lubricating-oil compositions according to the invention will contain not less than 0.01 %w and not more than 45 %w of the polyesters, in particular from 0.05 to 5 %w.
- In addition to the basic salts and polyesters the lubricating-oil compositions may also contain other additives such as antioxidants, corrosion-inhibiting additives, antirust additives, antifoam additives, antiwear additives, high-pressure additives and viscosity-improving and/or viscosity-index-improving additives.
- The present lubricating-oil compositions can be prepared in a simple manner by combining one or more hydrocarbon lubricating oils, one or more of the basic salts, one or more of the polyesters or salts thereof, and optionally one or more other additives. If the lubricating-oil compositions according to the invention are available in the form of concentrates, these can be used to prepare lubricating-oil compositions which are suitable for use as motor oil by diluting them with one or more hydrocarbon lubricating oils and optionally adding one or more other additives.
- The invention is now illustrated with the aid of the following example.
- In a number of experiments, it was determined what influence the addition of polyesters had on the stability of solutions of basic salts of naphthenic acids in a hydrocarbon lubricating oil. The hydrocarbon lubricating oil was a mixture of a mineral lubricating oil with a viscosity of 160 seconds Redwood I at 60°C and a mineral lubricating oil with a viscosity of 650 seconds Redwood I at 60°C in a 3.25:1 volume ratio. In the experiments the following basic salts and polyesters were used.
- Salt 1: Calcium naphthenate having 760% basicity and a calcium content of 7.09 %w.
- Salt 2: Calcium naphthenate having 740% basicity and a calcium content of 8.49 %w.
- Salt 3: Calcium naphthenate of 730% basicity and a calcium content of 8.43 %w.
- Polyester A: Polyester of 12-hydroxystearic acid having an average molecular weight of about 1800.
- Polyester B: Calcium salt of polyester A.
- Polyester C: Polyester of 12-hydroxystearic acid having an average molecular weight of about 3500.
- A number of lubricating-oil compositions were prepared by dissolving in the lubricating-oil mixture while being stirred at 60°C so much of each one of salts 1-3 as to yield compositions having a TBN value of 70 mg KOH/g, as determined by ASTM D2896/IP 276.
- In order to determine the stability a number of calibrated centrifugal tubes, as described in ASTM D96, were filled with 100 ml of the prepared lubricating-oil compositions with varying quantities of the polyesters A-C added thereto. There are also a number of cases in which no polyester was added to the lubricating-oil compositions, or in which 12-hydroxystearic acid was added instead of polyester. The centrifugal tubes were placed in an oven at 140°C for a period of 7 days. After 2 days and after 7 days the quantities of solid material that had become deposited, expressed as %v, were read from the tube gauges.
- The results of these experiments are given in the table.
- Of the lubricating oil compositions named in the table the compositions 5-18, 20-22 and 24-26 are compositions according to the invention. Compositions 1-4, 19 and 23 fall outside the scope of the invention. They have been included in the patent application for comparison.
- The favourable influence of the present polyesters and salts thereof on the stability of the solutions of the present basic salts in hydrocarbon lubricating oils becomes quite evidents when a comparison is made between the stabilities of the following compositions
- compositions 5-18 and composition 1,
- compositions 20-22 and composition 19, and
- compositions 24-26 and composition 23.
-
Claims (10)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL8500753 | 1985-03-15 | ||
NL8500753 | 1985-03-15 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0194718A2 EP0194718A2 (en) | 1986-09-17 |
EP0194718A3 EP0194718A3 (en) | 1987-05-13 |
EP0194718B1 true EP0194718B1 (en) | 1990-04-25 |
Family
ID=19845689
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP86200341A Expired - Lifetime EP0194718B1 (en) | 1985-03-15 | 1986-03-05 | Lubricating-oil compositions |
Country Status (11)
Country | Link |
---|---|
US (1) | US4715973A (en) |
EP (1) | EP0194718B1 (en) |
JP (1) | JPS61213295A (en) |
AU (1) | AU575715B2 (en) |
BR (1) | BR8601095A (en) |
CA (1) | CA1272182A (en) |
DE (1) | DE3670651D1 (en) |
DK (1) | DK165755C (en) |
FI (1) | FI82945C (en) |
HK (1) | HK45591A (en) |
NO (1) | NO168368C (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5380894A (en) * | 1991-03-01 | 1995-01-10 | The United States Of America As Represented By The Secretary Of Agriculture | Production of hydroxy fatty acids and estolide intermediates |
US5783528A (en) * | 1997-01-07 | 1998-07-21 | Diversey Lever, Inc. | Synthetic lubricant based on enhanced performance of synthetic ester fluids |
GB0425510D0 (en) * | 2004-11-19 | 2004-12-22 | Ici Plc | Dispersant |
JP5484896B2 (en) * | 2006-05-03 | 2014-05-07 | シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイ | Lubricating oil composition |
CN102124086A (en) | 2008-07-31 | 2011-07-13 | 国际壳牌研究有限公司 | Poly(hydroxycarboxylic acid) amide salt derivative and lubricating composition containing it |
BRPI0916886A2 (en) * | 2008-07-31 | 2016-02-10 | Shell Int Research | liquid fuel, and lubricant compositions, and method for operating an internal combustion engine. |
ES2897493T3 (en) | 2011-06-21 | 2022-03-01 | Lubrizol Corp | Lubricant composition containing a dispersant |
BR112015017465A2 (en) * | 2013-01-30 | 2017-07-11 | Jx Nippon Oil & Energy Corp | oil composition for rust prevention |
EP3926026B1 (en) | 2020-06-16 | 2022-08-24 | Infineum International Limited | Oil compositions |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2123641A (en) * | 1933-12-07 | 1938-07-12 | Standard Oil Dev Co | Mineral oils |
US2163622A (en) * | 1936-02-07 | 1939-06-27 | Standard Oil Co California | Compounded lubricating oil |
NL75517C (en) * | 1949-03-12 | |||
US2788326A (en) * | 1950-12-26 | 1957-04-09 | Shell Dev | Extreme pressure lubricant |
US2769781A (en) * | 1951-09-19 | 1956-11-06 | Socony Mobil Oil Co Inc | Kettle-cooled lithium stearate grease containing an aliphatic monohydric alcohol |
CA542818A (en) * | 1952-04-12 | 1957-06-25 | Kern Rudolf | Process for mixing naphthenic acid salts with hydrocarbons and hydrocarbon oils |
US2791559A (en) * | 1953-07-29 | 1957-05-07 | Exxon Research Engineering Co | Combination additive for mineral lubricating oils |
US2969325A (en) * | 1955-09-08 | 1961-01-24 | Texaco Inc | Method for improving yield of sodium base greases |
US3455825A (en) * | 1955-10-12 | 1969-07-15 | Kendall Refining Co | Oleaginous compositions |
US2877181A (en) * | 1956-05-02 | 1959-03-10 | Texas Co | Stabilized calcium fatty acid base grease |
FR1226563A (en) * | 1959-02-20 | 1960-07-13 | Exxon Standard Sa | Improved fats |
GB1057233A (en) * | 1964-04-06 | 1967-02-01 | Exxon Research Engineering Co | Improved polyester additives for hydrocarbon oil compositions |
US3429820A (en) * | 1966-06-06 | 1969-02-25 | Texaco Inc | Power steering process and lubricating composition |
US3585138A (en) * | 1969-10-13 | 1971-06-15 | Emery Industries Inc | Synthetic grease compositions |
US3909425A (en) * | 1974-07-01 | 1975-09-30 | Texaco Inc | Lubricating oil composition |
JPS5260807A (en) * | 1975-11-14 | 1977-05-19 | Taiyou Kakou Kk | Method of making high basic lubricating oil composition superior in detergenttdispersibility and heattresistant |
GB2006246A (en) * | 1977-09-30 | 1979-05-02 | Ici Ltd | Pigment dispersion |
US4428850A (en) * | 1982-01-28 | 1984-01-31 | Texaco Inc. | Low foaming railway diesel engine lubricating oil compositions |
-
1986
- 1986-01-30 US US06/835,580 patent/US4715973A/en not_active Expired - Lifetime
- 1986-03-05 DE DE8686200341T patent/DE3670651D1/en not_active Expired - Fee Related
- 1986-03-05 EP EP86200341A patent/EP0194718B1/en not_active Expired - Lifetime
- 1986-03-13 BR BR8601095A patent/BR8601095A/en not_active IP Right Cessation
- 1986-03-13 DK DK116086A patent/DK165755C/en not_active IP Right Cessation
- 1986-03-13 FI FI861040A patent/FI82945C/en not_active IP Right Cessation
- 1986-03-13 AU AU54688/86A patent/AU575715B2/en not_active Ceased
- 1986-03-13 JP JP61056052A patent/JPS61213295A/en active Pending
- 1986-03-13 NO NO860957A patent/NO168368C/en unknown
- 1986-03-14 CA CA000504208A patent/CA1272182A/en not_active Expired - Fee Related
-
1991
- 1991-06-06 HK HK455/91A patent/HK45591A/en unknown
Also Published As
Publication number | Publication date |
---|---|
NO168368C (en) | 1992-02-12 |
DK165755B (en) | 1993-01-11 |
FI861040A0 (en) | 1986-03-13 |
BR8601095A (en) | 1986-11-25 |
DE3670651D1 (en) | 1990-05-31 |
DK116086D0 (en) | 1986-03-13 |
EP0194718A3 (en) | 1987-05-13 |
FI861040A (en) | 1986-09-16 |
US4715973A (en) | 1987-12-29 |
CA1272182A (en) | 1990-07-31 |
HK45591A (en) | 1991-06-14 |
JPS61213295A (en) | 1986-09-22 |
FI82945C (en) | 1991-05-10 |
AU575715B2 (en) | 1988-08-04 |
FI82945B (en) | 1991-01-31 |
NO168368B (en) | 1991-11-04 |
NO860957L (en) | 1986-09-16 |
DK165755C (en) | 1993-06-07 |
AU5468886A (en) | 1986-09-18 |
EP0194718A2 (en) | 1986-09-17 |
DK116086A (en) | 1986-09-16 |
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